Réaction #1565

Équation de réaction

water

1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione

potassium carbonate

isopropyl bromoacetate

→

title product

Rendement 92.4%

Isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

Rendement 92.4%

Solvants

methylene chloride

ether

N,N-dimethylformamide

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate
2. 2
   ExtractionThe organic extract
3. 3
   Lavageis washed sequentially with water and brine
4. 4
   Séchagedried over anhydrous magnesium sulfate
5. 5
   Concentrationconcentrated in vacuo
6. 6
   Autreto obtain an oil

Mode opératoire

A mixture of 1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione (40.9 g, 0.150 mol), potassium carbonate (31.1 g, 0.225 mol) and isopropyl bromoacetate (29.1 mL, 0.225 mol) in N,N-dimethylformamide is stirred at room temperature for 2 hours, poured into water and extracted with ethyl acetate. The organic extract is washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain an oil. Flash column chromatography of the oil using silica gel and 0% to 10% ether in methylene chloride solutions gives the title product as a white solid (51.5 g, mp 127°-128° C.).

Source